8 / 7
Days / Nights
Starting Rate Per Person
Indulge in the ultimate Tuscan adventure on this Private Departure exploring the vineyards and villages around medieval Cortona. Discover local culinary traditions, savor the region's distinctive wines, engage in a truffle hunt, and experience the iconic architecture of Siena and the beauty of Lake Trasimeno. This carefully curated itinerary combines the best of gastronomic delights, scenic landscapes, and cultural and historic exploration, promising an unforgettable journey in the heart of Tuscany.
DAY BY DAY ITINERARY
DAY 1. ARRIVAL FLORENCE OR PERUGIA
Land in Florence or Perugia airport and transfer to accommodations in Cortona
DAY 2. CORTONA
Lunchtime cooking class and walking tour of the medieval hilltown of Cortona
DAY 3. MONTEPULCIANO & PIENZA
Wine estate tour and tasting followed by visit to picturesque Pienza
DAY 4. Etruscan Hills
Exploration of Tuscan hidden gems including special dinner at Michelin-starred restaurant
DAY 5. Siena
Wine estate visit and light lunch followed by guided tour of historic Siena and dinner on terrace of a private place
DAY 6. LAKE TRASIMENO
Boat ride on beautiful Lake Trasimeno including stop on the island of Isola Maggiore; Lunch and free time in the charming town of Castiglione sul Lago
DAY 7. AGRITURISMO TRUFFLE HUNT
Morning agriturismo visit including truffle hunt and lunch; evening farewell dinner
DAY 8. DEPARTURE FLORENCE OR PERUGIA
Transfer to Florence or Perugia airport for return flights
Fonte al Vento Villa
Nestled among olive groves and vineyards, this boutique accommodation provides a charming retreat in the picturesque Tuscan countryside. Just a short walk from the town of Cortona, the villa offers an authentic Italian experience, offering traditional architecture, elegant interiors, and postcard views of the surrounding area. The property features two outdoor pools, restaurant, bar, garden and terrace, and complimentary Wifi. Rooms are equipped with air conditioning, tea/coffee making facilities, and bathrooms containing toiletries and hair dryer. While staying at the villa, guests also have access to a lounge area, fully-equipped kitchen, and washing machine.
"In Tuscany, the landscape is a masterpiece painted by nature's brush, and its vineyards produce wines that are poetry in a bottle." - Ernest Hemingway
- Accommodations during program dates, including all taxes and fees
- All activities and private excursions described in the itinerary along with services of local guides, entrance fees, and private transportation
- Meals as detailed in your itinerary, including pre-arranged drink pairings
- Private airport transfers with porterage on the first and last scheduled days of the program
- Airfare to/from arrival and departure cities
- Travel insurance
- Additional alcoholic beverages beyond what has been arranged by Experi to pair with the included major meals
- Gratuities for drivers, local guides, porters, and included meals
Learn more about travel insurance and how it can help you prepare for the unexpected at https://experi.com/travelinsurance/
Travel Terms & Conditions
Complete the form above indicating:
- the number of travelers in your group
- your preferred travel dates
- the best way to reach you
We will contact you to discuss your preferences.
Based on our conversation, we will check availability, confirm pricing, and provide you with a detailed proposal.
Frequently Asked Questions (FAQs)
How a Private Departure Works:
A Private Departure is a program that our destination specialists have meticulously crafted and curated to highlight the best of a particular destination. While we offer a few options to personalize your journey, the main framework of a Private Departure itinerary has been set. If you are seeking to make changes in the schedule or activities, a Custom Program may better suit your needs.
Destination-Specific Information - Tuscany:
This trip appeals to food and wine enthusiasts seeking to become immersed in all the storied region of Tuscany has to offer including culinary traditions, exceptional wines, colorful history, and picturesque landscapes.